US3177632A - Process for the thermal chlorination of aliphatic hydrocarbons - Google Patents
Process for the thermal chlorination of aliphatic hydrocarbons Download PDFInfo
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- US3177632A US3177632A US102940A US10294061A US3177632A US 3177632 A US3177632 A US 3177632A US 102940 A US102940 A US 102940A US 10294061 A US10294061 A US 10294061A US 3177632 A US3177632 A US 3177632A
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- temperature
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- aliphatic hydrocarbons
- fluidized
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- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F28—HEAT EXCHANGE IN GENERAL
- F28C—HEAT-EXCHANGE APPARATUS, NOT PROVIDED FOR IN ANOTHER SUBCLASS, IN WHICH THE HEAT-EXCHANGE MEDIA COME INTO DIRECT CONTACT WITHOUT CHEMICAL INTERACTION
- F28C3/00—Other direct-contact heat-exchange apparatus
- F28C3/10—Other direct-contact heat-exchange apparatus one heat-exchange medium at least being a fluent solid, e.g. a particulate material
- F28C3/12—Other direct-contact heat-exchange apparatus one heat-exchange medium at least being a fluent solid, e.g. a particulate material the heat-exchange medium being a particulate material and a gas, vapour, or liquid
- F28C3/16—Other direct-contact heat-exchange apparatus one heat-exchange medium at least being a fluent solid, e.g. a particulate material the heat-exchange medium being a particulate material and a gas, vapour, or liquid the particulate material forming a bed, e.g. fluidised, on vibratory sieves
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/093—Preparation of halogenated hydrocarbons by replacement by halogens
- C07C17/10—Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
Definitions
- This invention relates to exothermic chemical processes, wherein byproduct heat isrecovered, more particularly to such processes having a metastable equilibrium mixture of materials and requiring extremely rapid temperature change in order to avoid upsetting the equilibrium, and especially to the recovery of heat from the thermal chlorination of aliphatic hydrocarbons at higher temperatures approximating 500 to 600 C. wherein the reactor etfiuent is abruptly quenched.
- Exothermic reaction processes are known and in some cases the byproduct heat may be recovered in conventional indirect heat exchangers.
- heat exchangers cannot be used where rapid quenching is required, especially where there may be a deposit or coating formed on an indirect heat-exchanging surface.
- the art is confronted by the problem of providing means or methods for efliciently recovering heat from highly sensitive exothermic reaction systems, such as the manufacture of perchloroethylene and/or carbon tetrachloride by thermal chlorination of aliphatic materials, with rapid quenching to avoid upsetting the reaction mixture equilibrium.
- a process for rapidly recovering heat from a vapor stream which is at elevated temperature which process comprises directly exchanging the heat of said vapor with a fluidized mass of inert solid particles;
- the vapor stream contains chlorine and perchloroethylene and it is quenched from a temperature of 500 to 600 C. down to about 125 to 300 C. without substantially altering the product distribution in the vapor stream;
- a reactor etfiuent from the thermal chlorination reactor is passed via line 1 to a vertical cylindrical vessel 2 which contains a fluidized bed of glass microspheres.
- the hot reactor effluent at a temperature of about 500 to 600 C., is passed into contact with the dense phase fluidized material. This results in the cooling of the reactor efiluent to a temperature of about 200 C. and the condensation of the hexachlorobenzene.
- the cooled reactor eflluent is withdrawn via line 3.
- the dense phase of the fluidized bed in vessel 2 is cooled by contact with coil 4. Deaerated boiler feed water is fed to these coils to produce steam.
- the cooled reactor efliuent is passed to contacting vessel 4 where it is contacted with an aqueous scrubbing medium intro- 2 **d via line 5 and cooled down to a temperature of about 25 to 50 C. This serves to condense the carbon tetrachloride and perchloroethylene which is removed via line 6 and subjected to a further purification process. Uncondensed vapors are removed via line 7.
- Example 1 A vapor stream obtained in the manufacture of perchlorethylene by thermal chlorination is processed as set forth in U.S. Patent 2,909,240 to recover the chlorine. However before contacting with the acidic scrubbing medium to bring the temperature down to about 25 to 50 C., the vapor stream is quenched from a temperature of 500 to 600 C. down to about 200 C. This quenching is by means of a fluidized bed of solid material such as glass microspheres contained in an insulated vessel, e.g., of vertical cylindrical shape, and the dense phase of the fluidized or boiling bed is in contact with steam coils or equivalent indirect heat-exchange means. Deaerated boiler feed water is fed into the coils and steam is produced. Other fluids may be used instead, as known in the art.
- the proportion of fluidized solid to the gas treated is sufficiently high to absorb substantially all the heat involved in bringing the reactor effluent from the temperature of about 400 to 650 C. or above down to the temperatureof to 250 C.
- the vapor stream is rapidly quenched to a low enough temperature to avoid altering the productdistribution therein, and heat is recovered.
- the hexachlorobenzene in the vapor is at its solidification point so that upon reduction of the temperature this material would tend to deposit or coat any stationary surface wih which it comes in contact.
- the motion of the fluidized solid particles tends to break up any solid deposit of this material, and it is attrited and leaves the fluidized bed in the exit gases.
- the surfaces of the cooling coils are continuously scoured or cleaned by the action of the fluidized particles so that heat-transfer thereto from the solid particles is not impaired and can be maintained at the desired level.
- An effluent mixture from the chlorination reactor comprising 10,000 lbs. per hour of a mixture of C Cl C01 C1 and HCl at 550 C. is introduced into a vessel containing 2200 lbs. of glass microspheres in a fluidized bed. This material is held at a temperature of 150 C. by means of steam coils submerged in the dense phase. The pressure in this vessel is set at 17.5 lbs. per sq. inch abs. is obtained due to back pressure from down stream equipment.
- the gas entering the vessel contains the above mentioned compounds in the ratio of 1.5 mols of C Cl 3 mols of CCl.,, 2 mols of chlorine, 2 mols of C1 and 2 mols of HCl as well as minor impurities as C CI C.,Cl and C Cl
- the molecular weight of the entering mixture is approximately 79.
- a fluid bed vessel having a diameter of 3 ft. and containing a dense bed height of 8 ft. is employed for the quench. This bed operates at a vapor velocity of approximately 2.5 it. per second and at a dense bed density of approximately 45 lbs. per cubic foot.
- the glass microspheres have a particle size distribution ranging from 30 to 300 microns (diameter).
- the initial vapor stream may be any reactor efiluent which must be rapidly quenched.
- the cooling or quenching by means of the fluidized solid is limited by the dew point of the materials in the system; i.e., it is necessary to stay above dew point of these materials in order to maintain proper fluidized action. However, small proportions of materials which solidify under the operating conditions do not interfere with the fluidizing action.
- the Vapor may be cooled down to a temperature in the range of 125 to 300 C.
- the temperature to which the vapor stream lowered is related to the type of byproduct steam desired. If high pressure steam is to be produced, the quenching i not to as low a temperature as it would be it lower pressure steam is desired. Obviously, the load on the subsequent acidic scrubbing step will be higher if the temperature of the steam leaving the fluidized bed heat-exchanger is higher than where the temperature of the latter is lower.
- the fluidized material is arranged and contained in conventional equipment and the depth, particle size, and particle density are selected to achieve the desired contact with the vapor passing up therethrough without causing undue pressure drop in the system.
- the vessel is sized to operate at a gas velocity at flowing conditions of about 2 to 3 ft. per second.
- a velocity of 0.5 to 10 ft. ft. per second is permissible, but at the higher velocity, cyclone or other knockback devices are required.
- the velocity partly depends on the operating density of the fluid bed.
- the dense phase density ranges between 30 and 60 lbs. per cubic foot depending on the skeletal or particle density of the fluidized material used.
- This may be a material such as sand, glass beads, or other materials that are inert in the prevailing conditions.
- a process for the quenching of a reactor efliuent from the thermal chlorination of aliphatic hydrocarbons, said reactor eifiuent being at a temperature of from 400 to 650 C. and containing C 01 CCL; and trace amounts of hexachlorobenzene which comprises: passing said hot reactor effluent into a vessel at a gas velocity of from 0.5 to 10 ft. per second; maintaining a fluidized bed of solid particles in said vessel having a dense phase with a density of from 30 to 60 lbs/ft. contacting said reactor effluent with said fluidized bed to quench said reactor emuent to a temperature of 125 to 300 C.
Description
April 13, 1965 PROCESS FOR THE THERMAL CHLORINATION OF ALIPHATIC HYDROCARBONS Filed April 14. 1961 P. H. SPlTZ AQUEOUS scauaams MEDIUM FCOOLED NON-CONDENSIBLES REACTOR. EFFLUENT --scauaaea 7 PQIi SE HOT REACTOR rwwn *6 EFFLUENT I I i STEAM CHLOROCARBONS COIL ATTORNEY United States Patent 3 177,632 PRQCESS FOR THE fHERMAL CHLQRINATKON OF ALIPHATIC HYDROCARBONS Peter H.Spitz, Hartsdale, N.Y., assignor to Halcon International, Inc., a corporation of Delaware FiledApr. 14, 1961, Ser. No. 102,940 3 Claims. (Cl. 55-71) This invention relates to exothermic chemical processes, wherein byproduct heat isrecovered, more particularly to such processes having a metastable equilibrium mixture of materials and requiring extremely rapid temperature change in order to avoid upsetting the equilibrium, and especially to the recovery of heat from the thermal chlorination of aliphatic hydrocarbons at higher temperatures approximating 500 to 600 C. wherein the reactor etfiuent is abruptly quenched.
Exothermic reaction processes are known and in some cases the byproduct heat may be recovered in conventional indirect heat exchangers. However, such heat exchangers cannot be used where rapid quenching is required, especially where there may be a deposit or coating formed on an indirect heat-exchanging surface. The art is confronted by the problem of providing means or methods for efliciently recovering heat from highly sensitive exothermic reaction systems, such as the manufacture of perchloroethylene and/or carbon tetrachloride by thermal chlorination of aliphatic materials, with rapid quenching to avoid upsetting the reaction mixture equilibrium.
The discoveries associated with the invention and relating to the solution of the above problems, and the objects achieved in accordance with the invention as set forth herein include the provision of:
a process for rapidly recovering heat from a vapor stream which is at elevated temperature which process comprises directly exchanging the heat of said vapor with a fluidized mass of inert solid particles;
such a process wherein the superficial vapor velocity is in the range of 0.5 to ft./sec., a part of the solid particles form a dense phase, and this phase is an indirect heat-exchange contact with water in a steam generating coil;
such a process wherein the vapor stream contains chlorine and perchloroethylene and it is quenched from a temperature of 500 to 600 C. down to about 125 to 300 C. without substantially altering the product distribution in the vapor stream;
such a process wherein the solid particles are glass microspheres;
such a process wherein the quenched vapor stream is processed to recover chlorine by treatment involving contacting with an aqueous hydrochloric acid solution;
and other objects which will be apparent as details or embodiments of the invention are set forth hereinafter.
The attached figure illustrates the process of the instant invention. A reactor etfiuent from the thermal chlorination reactor is passed via line 1 to a vertical cylindrical vessel 2 which contains a fluidized bed of glass microspheres. The hot reactor effluent, at a temperature of about 500 to 600 C., is passed into contact with the dense phase fluidized material. This results in the cooling of the reactor efiluent to a temperature of about 200 C. and the condensation of the hexachlorobenzene. The cooled reactor eflluent is withdrawn via line 3. The dense phase of the fluidized bed in vessel 2 is cooled by contact with coil 4. Deaerated boiler feed water is fed to these coils to produce steam. The cooled reactor efliuent is passed to contacting vessel 4 where it is contacted with an aqueous scrubbing medium intro- 2 duced via line 5 and cooled down to a temperature of about 25 to 50 C. This serves to condense the carbon tetrachloride and perchloroethylene which is removed via line 6 and subjected to a further purification process. Uncondensed vapors are removed via line 7.
In order to indicate still more fully the nature of the present invention, the following examples of typical procedures are set forth in which parts and percents mean parts and percents by weights, respectively, unless otherwise indicated, it being understood that these examples are presented as illustrative only and they are not intended to limit the scope of the invention.
Example 1 A vapor stream obtained in the manufacture of perchlorethylene by thermal chlorination is processed as set forth in U.S. Patent 2,909,240 to recover the chlorine. However before contacting with the acidic scrubbing medium to bring the temperature down to about 25 to 50 C., the vapor stream is quenched from a temperature of 500 to 600 C. down to about 200 C. This quenching is by means of a fluidized bed of solid material such as glass microspheres contained in an insulated vessel, e.g., of vertical cylindrical shape, and the dense phase of the fluidized or boiling bed is in contact with steam coils or equivalent indirect heat-exchange means. Deaerated boiler feed water is fed into the coils and steam is produced. Other fluids may be used instead, as known in the art. The proportion of fluidized solid to the gas treated is sufficiently high to absorb substantially all the heat involved in bringing the reactor effluent from the temperature of about 400 to 650 C. or above down to the temperatureof to 250 C. The vapor stream is rapidly quenched to a low enough temperature to avoid altering the productdistribution therein, and heat is recovered.
In this process, the hexachlorobenzene in the vapor is at its solidification point so that upon reduction of the temperature this material would tend to deposit or coat any stationary surface wih which it comes in contact. However, the motion of the fluidized solid particles tends to break up any solid deposit of this material, and it is attrited and leaves the fluidized bed in the exit gases. In addition, the surfaces of the cooling coils are continuously scoured or cleaned by the action of the fluidized particles so that heat-transfer thereto from the solid particles is not impaired and can be maintained at the desired level.
An effluent mixture from the chlorination reactor, comprising 10,000 lbs. per hour of a mixture of C Cl C01 C1 and HCl at 550 C. is introduced into a vessel containing 2200 lbs. of glass microspheres in a fluidized bed. This material is held at a temperature of 150 C. by means of steam coils submerged in the dense phase. The pressure in this vessel is set at 17.5 lbs. per sq. inch abs. is obtained due to back pressure from down stream equipment.
The gas entering the vessel contains the above mentioned compounds in the ratio of 1.5 mols of C Cl 3 mols of CCl.,, 2 mols of chlorine, 2 mols of C1 and 2 mols of HCl as well as minor impurities as C CI C.,Cl and C Cl The molecular weight of the entering mixture is approximately 79. Under these conditions a fluid bed vessel having a diameter of 3 ft. and containing a dense bed height of 8 ft. is employed for the quench. This bed operates at a vapor velocity of approximately 2.5 it. per second and at a dense bed density of approximately 45 lbs. per cubic foot. The glass microspheres have a particle size distribution ranging from 30 to 300 microns (diameter).
Comparable results to the foregoing are achieved with various modifications thereof including the following.
The initial vapor stream may be any reactor efiluent which must be rapidly quenched. The cooling or quenching by means of the fluidized solid is limited by the dew point of the materials in the system; i.e., it is necessary to stay above dew point of these materials in order to maintain proper fluidized action. However, small proportions of materials which solidify under the operating conditions do not interfere with the fluidizing action. The Vapor may be cooled down to a temperature in the range of 125 to 300 C.
The temperature to which the vapor stream lowered is related to the type of byproduct steam desired. If high pressure steam is to be produced, the quenching i not to as low a temperature as it would be it lower pressure steam is desired. Obviously, the load on the subsequent acidic scrubbing step will be higher if the temperature of the steam leaving the fluidized bed heat-exchanger is higher than where the temperature of the latter is lower.
The fluidized material is arranged and contained in conventional equipment and the depth, particle size, and particle density are selected to achieve the desired contact with the vapor passing up therethrough without causing undue pressure drop in the system.
The vessel is sized to operate at a gas velocity at flowing conditions of about 2 to 3 ft. per second. A velocity of 0.5 to 10 ft. ft. per second is permissible, but at the higher velocity, cyclone or other knockback devices are required. The velocity partly depends on the operating density of the fluid bed. The dense phase density ranges between 30 and 60 lbs. per cubic foot depending on the skeletal or particle density of the fluidized material used.
This may be a material such as sand, glass beads, or other materials that are inert in the prevailing conditions.
The results achieved in accordance with the invention are indeed surprising, especially in view of the marked manufacturing economies as well as the reduction in capital requirements achieved thereby.
In view of the foregoing disclosures, variations and modifications thereof will be apparent to one skilled in the art, and it is intended to include within the invention all such variations and modifications except as do not come within the scope of the appended claims.
What is claimed is:
1. A process for the quenching of a reactor efliuent from the thermal chlorination of aliphatic hydrocarbons, said reactor eifiuent being at a temperature of from 400 to 650 C. and containing C 01 CCL; and trace amounts of hexachlorobenzene, which comprises: passing said hot reactor effluent into a vessel at a gas velocity of from 0.5 to 10 ft. per second; maintaining a fluidized bed of solid particles in said vessel having a dense phase with a density of from 30 to 60 lbs/ft. contacting said reactor effluent with said fluidized bed to quench said reactor emuent to a temperature of 125 to 300 C. and condensing said hexachlorobenzene; maintaining said fluidized bed at a temperature of from 125 to 300 C. by ihdirect heat exchange in said dense phase; withdrawing said reactor efliuent from said vessel; and further cooling said reactor eflluent to condense said C 01 and CCl 2. The process of claim 1 wherein steam is formed in said indirect heat exchanger.
3. The process of claim 1 wherein the solid particles are glass spheres.
References Cited by the Examiner UNITED STATES PATENTS 2,442,324 5/48 Heitz et al 260654 2,447,834 8/48 Balcar 5571 2,541,693 2/51 Frevel et al. 260-683 2,550,722 5/51 Rollman 6257 2,657,473 11/53 Montgomery et al. 2 34-1O 2,690,057 9/54 Eastwood 6263 2,730,194 1/56 Wohlers et al. 5571 2,746,998 5/56 Brown et al. 260654 2,919,296 12/59 Thermet et al 260654 2,953,524 9/60 Rich 208750 2,957,033 10/60 Degeorges et al. 260654 HARRY B. THORNTON, Primary Examiner.
HERBERT L. MARTIN, Examiner.
Claims (1)
1. A PROCESS FOR THE QUENCHING OF A REACTOR EFFLUENT FROM THE THERMAL CHLORINATION OF ALIPHATIC HYDROCARBONS, SAID REACTOR EFFLUENT BEING AT A TEMPERATURE OF FROM 400 TO 650*C. AND CONTAINING C2CL4,CCL4 AND TRACE AMOUNTS OF HEXACHLOROBENZENE, WHICH COMPRISES: PASSING SAID HOT REACTOR EFFLUENT INTO A VESSEL AT A GAS VELOCITY OF FROM 0.5 TO 10 FT. PER SECOND; MAINTAINING A FLUIDIZED BED OF SOLID PARTICLES INS AID VESSEL HAVING A DENSE PHASE WITH A DENSITY OF FROM 30 TO 60 LBS./FT. 3, CONTACTING SAID RE-
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US102940A US3177632A (en) | 1961-04-14 | 1961-04-14 | Process for the thermal chlorination of aliphatic hydrocarbons |
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Citations (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2442324A (en) * | 1945-01-22 | 1948-05-25 | Dow Chemical Co | Process of making carbon tetrachloride and perchlorethylene |
US2447834A (en) * | 1944-04-15 | 1948-08-24 | Air Reduction | Concentration of chlorine |
US2541693A (en) * | 1947-07-28 | 1951-02-13 | Dow Chemical Co | Production of lower olefins |
US2550722A (en) * | 1947-07-10 | 1951-05-01 | Standard Oil Dev Co | Method of recovering solids from gases |
US2657473A (en) * | 1949-02-18 | 1953-11-03 | Kaiser Aluminium Chem Corp | Method and apparatus for treating solids |
US2690057A (en) * | 1950-04-05 | 1954-09-28 | Socony Vacuum Oil Co Inc | Process and apparatus for cooling particle form solid contact material |
US2730194A (en) * | 1952-04-04 | 1956-01-10 | Michigan Chem Corp | Hydrochloric acid from chloral vent gases |
US2746998A (en) * | 1954-10-18 | 1956-05-22 | Chempatents Inc | Chlorination process |
US2919296A (en) * | 1956-04-17 | 1959-12-29 | Electro Chimie Metal | Method of obtaining tetrachlorethylene and tetrachloride of carbon |
US2953524A (en) * | 1956-04-25 | 1960-09-20 | Jr Wilson C Rich | Rectification process using cool shot in addition to reflux |
US2957033A (en) * | 1956-10-23 | 1960-10-18 | Progil | Production of carbon tetrachloride and perchlorethylene |
-
1961
- 1961-04-14 US US102940A patent/US3177632A/en not_active Expired - Lifetime
Patent Citations (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2447834A (en) * | 1944-04-15 | 1948-08-24 | Air Reduction | Concentration of chlorine |
US2442324A (en) * | 1945-01-22 | 1948-05-25 | Dow Chemical Co | Process of making carbon tetrachloride and perchlorethylene |
US2550722A (en) * | 1947-07-10 | 1951-05-01 | Standard Oil Dev Co | Method of recovering solids from gases |
US2541693A (en) * | 1947-07-28 | 1951-02-13 | Dow Chemical Co | Production of lower olefins |
US2657473A (en) * | 1949-02-18 | 1953-11-03 | Kaiser Aluminium Chem Corp | Method and apparatus for treating solids |
US2690057A (en) * | 1950-04-05 | 1954-09-28 | Socony Vacuum Oil Co Inc | Process and apparatus for cooling particle form solid contact material |
US2730194A (en) * | 1952-04-04 | 1956-01-10 | Michigan Chem Corp | Hydrochloric acid from chloral vent gases |
US2746998A (en) * | 1954-10-18 | 1956-05-22 | Chempatents Inc | Chlorination process |
US2919296A (en) * | 1956-04-17 | 1959-12-29 | Electro Chimie Metal | Method of obtaining tetrachlorethylene and tetrachloride of carbon |
US2953524A (en) * | 1956-04-25 | 1960-09-20 | Jr Wilson C Rich | Rectification process using cool shot in addition to reflux |
US2957033A (en) * | 1956-10-23 | 1960-10-18 | Progil | Production of carbon tetrachloride and perchlorethylene |
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